Episode 21: AI Fluency for Executives - Learn by Playing
It's a slightly different episode today - in this one, we're talking about how we're helping executives develop AI fluency with one of the services...
Holly and Ewan are Working On It
Holly and Ewan discuss tech and transformation in Financial Services and beyond
Latest Episode
Episode 21: AI Fluency for Executives - Learn by Playing
All Episodes
Episode 20: OpenClaw: The Always-On AI Agent
After listeners said they felt a little short-changed by an earlier mention of OpenClaw, Holly Joint hands Ewan MacLeod the floor to properly explain...
Episode 19: The Board You Can Actually Afford
In this hands-on episode, Ewan MacLeod turns interviewer again to find out exactly what Holly Joint has been building with AI, and the answer has...
Episode 18: Drones, Defence and Misinformation
This is a different kind of episode. Holly Joint joins from a region now living under daily missile alerts, and the conversation with Ewan MacLeod...
Episode 17: When Big Tech Pulls the Plug
Some technologies fail not because they don't work, but because the world never quite wants them, or because the bill simply never makes sense. In...
Episode 16: Am I Right? AI and the Sycophancy Problem
We've all noticed it: ask an AI whether you're in the right, and it tends to reassure you that you are. This episode digs into why that matters far...
Episode 15: The One-Person Billion-Dollar Company
Twenty-five years ago, building a tech company meant teaching yourself to code, surviving on pizza and caffeine, and hacking through the night to...
Episode 14: Why HR Can't Sit Out the AI Conversation
AI tends to be guarded by the technology function, treated as the natural property of CTOs and engineers. Holly Joint and Ewan MacLeod think that is...
Episode 13: The Shadow AI Problem
If you run a company and believe AI isn't being used inside it, Holly Joint and Ewan MacLeod have unwelcome news: it almost certainly is, just not in...
Episode 12: Building Your Own Chief of Staff
Most conversations about AI focus on what the technology can do. This one is about what a person can do once they stop being a passive user and start...
Episode 11: AI Optimists and the Permission Problem
Season two opens with a simple question: what has actually changed since the end of 2025? For Holly Joint and Ewan MacLeod, the answer is a lot, and...
Episode 10: The AI Risks We’re Not Ready For
In this episode, Holly and Ewan deliberately shift tone to explore the risks, power dynamics, and uncomfortable questions surrounding AI, from...